Formaldehyde → 5-Methyl-4-(dimethylaminomethyl)-2-thiophenemethanol

HRID 867926노트

반응식

HRID 867926 반응식
[CH3:1][N:2]([CH3:10])[CH2:3][C:4]1[CH:8]=[CH:7][S:6][C:5]=1[CH3:9].C=O.[C:13](=O)([O-])[O-:14].[Na+].[Na+].[OH-].[Na+]>Cl.C(O)(=O)C>[CH3:9][C:5]1[S:6][C:7]([CH2:13][OH:14])=[CH:8][C:4]=1[CH2:3][N:2]([CH3:10])[CH3:1]

참가 물질

7

반응물 4

HCID 712FormaldehydeHCID 10340Sodium CarbonateHCID 14798Sodium HydroxideHCID 10374728N,N,2-Trimethyl-3-thiophenemethanamine

생성물 1

HCID 129265265-Methyl-4-(dimethylaminomethyl)-2-thiophenemethanol

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 313Hydrochloric Acid용매

실험 절차

A mixture of N,N,2-trimethyl-3-thiophenemethanamine (6.1 g), paraformaldehyde (3.0 g) in conc. hydrochloric acid (20 ml) and acetic acid (45 ml) was stirred at 0° to 5° C. for 1 hour, and at 8° for 72 hours. The mixture was added to an ice-cold, saturated solution of sodium carbonate. Aqueous 5M sodium hydroxide was added and the mixture was stirred for 20 hours. The solution was extracted with chloroform and the organic extract was washed with dilute sodium hydroxide and saturated brine, dried and evaporated to leave an oil. This residue was distilled to give the title compound (6 g) as a pale yellow oil b.p. 120°/0.1 mm. The oxalate salt was formed in ethanol and ethyl acetate m.p. 129°-131° C.

후처리

  1. waitat 8° for 72 hours
  2. stirringthe mixture was stirred for 20 hours
  3. extractionThe solution was extracted with chloroform
  4. extractionthe organic extract
  5. washwas washed with dilute sodium hydroxide and saturated brine
  6. customdried
  7. customevaporated
  8. customto leave an oil
  9. distillationThis residue was distilled

출처 및 근거

ORD 기록
ord-0a8734c2cff74e8e88755fef2ed11c15
출처 데이터셋
uspto-grants-1988_10
특허 번호
US04777179

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